Find 5 Star Hotels in Chicago, IL from SAR 1,249

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is SAR 1,858
SAR 2,209 total
includes taxes & fees
24 Nov - 25 Nov
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,073 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is SAR 1,731
SAR 2,058 total
includes taxes & fees
25 Nov - 26 Nov
Trump International Hotel & Tower Chicago
A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,012 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is SAR 2,252
SAR 2,678 total
includes taxes & fees
6 Dec - 7 Dec
The Peninsula Chicago
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Amazing hotel, best location"
United States
Talia
The price is SAR 1,959
SAR 2,330 total
includes taxes & fees
6 Dec - 7 Dec
The Langham, Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Very clean and upscale property. Lovely amenities. Great location and staff very friendly."
United States
Loai
The price is SAR 1,835
SAR 2,181 total
includes taxes & fees
6 Dec - 7 Dec
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is SAR 1,898
SAR 2,257 total
includes taxes & fees
15 Nov - 16 Nov
The Ritz-Carlton, Chicago
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (966 reviews)
"The wellness center was my favorite!"
United States
Mauro
The price is SAR 1,250
SAR 1,580 total
includes taxes & fees
26 Nov - 27 Nov
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is SAR 1,643
SAR 1,953 total
includes taxes & fees
25 Nov - 26 Nov
Park Hyatt Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is SAR 2,113
SAR 2,512 total
includes taxes & fees
25 Nov - 26 Nov
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa

Top Chicago Hotel Reviews

A rooftop bar with seating and a view of the city skyline at night.
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago

10/10 Excellent

Excellent hotel, my only complaint would be the Peninsula food service. We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster. As to the main dining room the service...
United States
Michael
Reviewed September 27, 2025
The Peninsula Chicago

Frequently Asked Questions

What are the best 5-star hotels in Chicago?

Get ready for 5-star indulgence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The Peninsula Chicago. These are among the most popular accommodations in Chicago according to Expedia traveler reviews. Pick one and get a taste of the good life!

How much does it cost to stay in a 5-star hotel in Chicago?

How much you pay for a 5-star hotel in Chicago can vary according to the time of year you travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.

  • Search for the lowest price per night from SAR 1,249

What makes a hotel 5 stars in Chicago?

From fine dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Chicago is all about indulgence and comfort. But it requires more than just top-notch perks to earn a 5-star rating. Accommodations must also deliver superior guest services like massage treatments, on-site laundry and 24-hour concierge services.

Are there any 5-star all-inclusive resorts in Chicago?

Our filter tool is the easiest way to narrow down what you want. Select "All inclusive" and "5-star" to see the most luxurious hotels in Chicago where your accommodations, meals, activities and entertainment are included in the price. At these retreats, your trip is pure extravagance from the moment you pull up to the entrance.

What are the top 5-star spa hotels in Chicago?

Treat yourself to a spa vacation at The Peninsula Chicago and let your worries melt away. Trump International Hotel & Tower Chicago and The Langham, Chicago are other 5-star options in Chicago where you can experience the relaxing and therapeutic benefits of spa treatments and wellness programs.

Are there any 5-star vacation rentals in Chicago?

Although you won't find any 5-star vacation rentals in Chicago on our site, we have a range of properties that promise a terrific getaway. Find one that suits your needs by checking out our vacation rentals in Chicago.

Are there any 5-star hotels in downtown Chicago?

Check in to The Langham, Chicago and take advantage of being close to the sights and sounds of downtown Chicago.